Cart
Article
A Solvent-Free Oxidation of Alcohols in an Organic Laboratory
Hi-Res PDFPurchase the full-text
- PDF/HTML,
figures/images,
references and tables,
(where available)
Abstract
An oxidation experiment for a first-year organic chemistry class is presented. This oxidation utilizes a solid mixture of CuSO4•5H2O and KMnO4 prepared by mortar and pestle. The oxidations take place under solvent-free conditions and near quantitative yields are obtained for the reactions. Thin-layer chromatography is used to monitor the progress of the reaction. This experiment provides for the simple oxidation of a secondary alcohol to a ketone using a relatively nontoxic oxidizing agent under solvent-free conditions.
See Letter re: this article.
Keywords (Audience):
Second-Year UndergraduateKeywords (Domain):
Laboratory InstructionKeywords (Pedagogy):
Hands-On Learning / ManipulativesKeywords (Subject):
IR SpectroscopyCiting Articles
Citation data is made available by participants in CrossRef's Cited-by Linking service. For a more comprehensive list of citations to this article, users are encouraged to perform a search in SciFinder.
This article has been cited by 9 ACS Journal articles (5 most recent appear below).
Oxidation of Cyclohexene to trans-1,2-Cyclohexanediol Promoted by p-Toluenesulfonic Acid without Organic Solvents
Andreia A. Rosatella, Carlos A. M. Afonso, and Luís C. BrancoJournal of Chemical Education2011 Article ASAPOxidation of Cyclohexene to trans-1,2-Cyclohexanediol Promoted by p-Toluenesulfonic Acid without Organic Solvents
Andreia A. Rosatella, Carlos A. M. Afonso, and Luís C. BrancoJournal of Chemical Education2011 Article ASAPThis experiment describes a method for cyclohexene oxidation to trans-1,2-cyclohexanediol using p-toluenesulfonic acid (p-TsOH) as promoter and hydrogen peroxide as oxidant in a biphasic system. This method allows conversions up to 97.9% (monitored by 1H ...
Solvent-Free Synthesis of 2,2′-Dinitrobiphenyl: An Ullmann Coupling in the Introductory Organic Laboratory
Richard W. Gregor and Laurel A. GojJournal of Chemical Education2011 88 (3), 331-333Solvent-Free Synthesis of 2,2′-Dinitrobiphenyl: An Ullmann Coupling in the Introductory Organic Laboratory
Richard W. Gregor and Laurel A. GojJournal of Chemical Education2011 88 (3), 331-333The formation of carbon−carbon bonds is an essential theme throughout organic chemistry. The use of transition-metal catalysts to form carbon−carbon bonds, once relegated to more advanced texts, is now commonly found in introductory organic textbooks. ...
Comparing the Traditional with the Modern: A Greener, Solvent-Free Dihydropyrimidone Synthesis
Evangelos Aktoudianakis , Elton Chan , Amanda R. Edward , Isabel Jarosz , Vicki Lee , Leo Mui , Sonya S. Thatipamala and Andrew P. DicksJournal of Chemical Education2009 86 (6), 730Comparing the Traditional with the Modern: A Greener, Solvent-Free Dihydropyrimidone Synthesis
Evangelos Aktoudianakis , Elton Chan , Amanda R. Edward , Isabel Jarosz , Vicki Lee , Leo Mui , Sonya S. Thatipamala and Andrew P. DicksJournal of Chemical Education2009 86 (6), 730A microscale organic synthesis experiment is outlined where students undertake both a "traditional" and "modern" Biginelli preparation of a dihydropyrimidone, within the same three-hour session. Each method is straightforward, appropriate as part of a mid-...
A Green Alternative to Aluminum Chloride Alkylation of Xylene
Grigoriy A. Sereda and Vikul B. RajparaJournal of Chemical Education2007 84 (4), 692A Green Alternative to Aluminum Chloride Alkylation of Xylene
Grigoriy A. Sereda and Vikul B. RajparaJournal of Chemical Education2007 84 (4), 692We present a simple laboratory experiment that introduces organic chemistry students to the basic principles of green technologies, such as lack of toxic or bulk byproducts, nontoxicity, and reusability of the catalyst.
Comparative Methylation of 1,8-Dihydroxy-9,10-anthraquinone: Chemoselectivity in the Organic Chemistry Laboratory
Grigoriy A. SeredaJournal of Chemical Education2005 82 (12), 1839Comparative Methylation of 1,8-Dihydroxy-9,10-anthraquinone: Chemoselectivity in the Organic Chemistry Laboratory
Grigoriy A. SeredaJournal of Chemical Education2005 82 (12), 1839We have developed a laboratory experiment that gives organic chemistry students an example of an environmentally friendly pyrolytic procedure of organic synthesis. Another synthesis with the same reactants teaches the students that appropriate reaction ...
Full Text HTMLTools
-
Add to Favorites
-
Download Citation
-
Email a Colleague -
Permalink
Order Reprints
Rights & Permissions
Citation Alerts
History
- Received: August 03, 2009
ACS
Network
Facebook
Tweet This
CiteULike
Newsvine
Digg This
Delicious
